Port Clyde Vacation Rentals

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Check prices for these dates

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Dec 27 - Dec 28
Tomorrow
Dec 28 - Dec 29
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Port Clyde vacation rentals

Water view
Trade Winds on the Bay

Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.4 out of 10, Very Good, (324)
"Very nice place to stay. Staff helpful and friendly."
Canada
Dan
Trade Winds on the Bay
Microwave, oven, stovetop, dishwasher
Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
10.0 out of 10, Exceptional, (2)
"Very comfortable and convenient location. Super comfortable beds and living room furniture. Host was very quick to clean up the snow that fell overnight!"
United States
tom w.
The price is ￥15,031
￥33,450 total
includes taxes & fees
Dec 29 - Dec 30
Bright 2-Bedroom Apartment Near Downtown Thomaston
Terrace/patio
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Boothbay
7.8 out of 10, Good, (7)
"Affordable and quiet location that felt safe and is conveniently close to Boothbay Harbor & surrounding attractions. "
United States
Melanie L.
The price is ￥20,432
￥31,317 total
includes taxes & fees
Dec 29 - Dec 30
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Property grounds
Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.

Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.

Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.
Boothbay
10.0 out of 10, Exceptional, (1)
"This efficiency apartment was nicely furnished with everything needed and conveniently located on the main road into Boothbay Harbor. The host was generous and accommodating. The region is fun to visit!"
United States
Mary D.
The price is ￥15,500
￥43,689 total
includes taxes & fees
Dec 29 - Dec 30
Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.
Property grounds
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
9.8 out of 10, Exceptional, (43)
"House was very clean and beautiful the beach and fishing are were lovely as well very nicecstay"
United States
Lori R.
The price is ￥20,996
￥45,754 total
includes taxes & fees
Dec 29 - Dec 30
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Fridge, microwave, oven, stovetop
Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.4 out of 10, Exceptional, (29)
"Amazing little house tucked away close to the river. It was very clean and nicely furnished. I had a great time staying here and it was very close to downtown Thomaston."
United States
Avery W.
The price is ￥19,571
￥43,006 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Peaceful, Centrally Located Home with Seasonal River Views
Interior
2 Bedroom Close to Town Home

2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (45)
"We loved our stay here! Check-in was easy and the host was responsive!"
United States
Jessica H.
The price is ￥16,205
￥38,826 total
includes taxes & fees
Jan 4 - Jan 5, 2026
2 Bedroom Close to Town Home
Interior
Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (85)
"Convenient location; host responsive; good towel supply. "
United States
Connie K.
The price is ￥24,660
￥52,138 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Comfortable, Close to Town Home, with Oceanview.
1 bedroom, iron/ironing board, free WiFi
Solitude @ The Offshore House

Solitude @ The Offshore House

Solitude @ The Offshore House
Boothbay
9.8 out of 10, Exceptional, (7)
"Managers were very responsive and helpful. Condo was very clean and comfortable and close to the town of Boothbay Harbor and Ocean Point and the Botanic Gardens. "
United States
Linda O.
The price is ￥24,660
￥47,115 total
includes taxes & fees
Dec 29 - Dec 30
Solitude @ The Offshore House
Outdoor dining
Seabed @ The Offshore House

Seabed @ The Offshore House

Seabed @ The Offshore House
Boothbay
9.8 out of 10, Exceptional, (14)
"Our room was excellent!!! Everything was clean and organized and looked beautiful. Location was just far enough from all the attractions to make it very comfortable. Will definitely return next time we are in the area. "
United States
Steve G.
The price is ￥24,660
￥47,115 total
includes taxes & fees
Dec 29 - Dec 30
Seabed @ The Offshore House
Smart TV
Shipwright @ The Offshore House

Shipwright @ The Offshore House

Shipwright @ The Offshore House
Boothbay
9.6 out of 10, Exceptional, (14)
"Great location. Easy location to town and Dunkin Donuts accros street. "
United States
Steven
The price is ￥24,660
￥47,115 total
includes taxes & fees
Dec 29 - Dec 30
Shipwright @ The Offshore House
Terrace/patio
Laughton House @ Pemaquid Beach

Laughton House @ Pemaquid Beach

Laughton House @ Pemaquid Beach
Pemaquid Beach
10.0 out of 10, Exceptional, (8)
"This house is in a great location. We could walk to the beach, or to Fort Henry to let my grandsons run around. The house is lovely and had everything we needed. We have come to this area of Maine since 2017, and this had been our favorite place to stay! "
United States
Dawn W.
The price is ￥46,501
￥95,911 total
includes taxes & fees
Dec 29 - Dec 30
Laughton House @ Pemaquid Beach
Outdoor dining
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (22)
"Beautiful place, had everything we needed!"
United States
Kathy H.
The price is ￥32,269
￥78,521 total
includes taxes & fees
Dec 29 - Dec 30
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
1 bedroom, iron/ironing board, WiFi, bed sheets
Peaceful Intown Studio ~ Walk to Shops & Dining

Peaceful Intown Studio ~ Walk to Shops & Dining

Peaceful Intown Studio ~ Walk to Shops & Dining
2.0 star property
Newcastle
The price is ￥20,792
￥26,076 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Peaceful Intown Studio ~ Walk to Shops & Dining
Outdoor dining
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (46)
"Quiet and peaceful. Location was close to everything we had on our agenda. We highly recommend this as great place to stay!"
United States
Malinda E.
The price is ￥32,269
￥78,521 total
includes taxes & fees
Dec 30 - Dec 31
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
Outdoor dining
Maine Coast House with Spectacular Ocean Views and Beach for Swimming

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

Maine Coast House with Spectacular Ocean Views and Beach for Swimming
South Bristol
9.4 out of 10, Exceptional, (27)
"Perfect base for exploring the mid-coast region. "
United States
Rebecca M.
The price is ￥27,932
￥73,112 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
Fridge, microwave, oven, stovetop
Firstmate by Rocky Coast Rentals

Firstmate by Rocky Coast Rentals

Firstmate by Rocky Coast Rentals
Boothbay Harbor
10.0 out of 10, Exceptional, (4)
"The house was perfect and the floor fans were great for sleepers that need white noise. "
United States
Josh L.
Firstmate by Rocky Coast Rentals
Property grounds
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
2.0 star property
Boothbay
6.0 out of 10, (5)
"It had a very homey feel, was nice to stay at for the night and wasn’t far from town."
United States
Audreyana P.
The price is ￥52,138
￥70,142 total
includes taxes & fees
Dec 29 - Dec 30
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
Terrace/patio
Renovated The Driftwood Cabin at White Anchor Inn

Renovated The Driftwood Cabin at White Anchor Inn

Renovated The Driftwood Cabin at White Anchor Inn
Boothbay
8.0 out of 10, Very Good, (2)
"Communication with Property Owner was excellent. This cute little cottage has been renovated and has a nice feel indoors. There is a beautiful porch on the back with a lovely view. The unit includes a mini fridge and mini microwave along with a little table and two chairs. If you have long hair, water pressure could be a concern. My shower worked great but the sink water pressure was not strong. The bed was comfortable and the decor was nice. The air conditioning works fine."
United States
Abra H.
The price is ￥52,138
￥71,166 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Renovated The Driftwood Cabin at White Anchor Inn
Beach
Pemaquid Escape | Curated Comfort + Hot Tub

Pemaquid Escape | Curated Comfort + Hot Tub

Pemaquid Escape | Curated Comfort + Hot Tub
Walpole
10.0 out of 10, Exceptional, (2)
"This was a last minute booking for our family as we had a basketball tournament, there were 8 of us including 3 children. This was the most kid friendly house we have stayed in! It was so well stocked for the entire family. The house was meticulously cleaned and the hosts were very responsive to any questions! "
United States
Melissa L.
The price is ￥52,081
￥113,591 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Pemaquid Escape | Curated Comfort + Hot Tub
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Port Clyde Hotel Reviews

Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

10/10 Excellent
"Wendy was communicative and the house was clean, comfortable and contained all the amenities we needed. "
Karl Z. 2-night trip
Posted 6 days ago
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

Find out more about Port Clyde

Search for holiday rentals in Port Clyde on Expedia! You can easily find your home rentals, villas, holiday apartments in Port Clyde using one of the methods below:

  • View our selection of featured holiday rentals in Port Clyde
  • Use the map to find apartments and other holiday homes in the Port Clyde neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Port Clyde while they last

Look no further and take a look at our great range of rental properties in Port Clyde!

Frequently asked questions

Can I find vacation rentals in Port Clyde?

Yes, there are vacation rentals near popular attractions in Port Clyde, or you can choose a more secluded option if you want a relaxing place to stay.

What's the top vacation rental that Port Clyde has to offer?

8mn to Gardens Aglow! Peaceful Lake! Automatic Generator! Full Kitchen! Heat! : This vacation home rental outside of Port Clyde is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals will I find in Port Clyde?

With 13 Expedia vacation rentals, you're sure to find just the right place for your Port Clyde stay.

What’s there to see and do in Port Clyde?

Explore the area and family-friendly sights such as Maine State Prison Store, or get out into nature at a spot like St. George River. Marshall Point Lighthouse and Tenants Harbor Marina are a couple of places you'll find in the larger area.

What are vacation rentals like in Port Clyde?

Vacation rentals are privately owned properties you can stay in for a long or short time in Port Clyde. Vacation rentals offer amenities such as hot tubs, fire pits, and patios to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for family trips.